For the 2026–2027 school year, the district serves 1,000 students across 2 schools in Massachusetts. Classes begin August 31, 2026 and end June 15, 2027, with 180 instructional days planned. All dates listed below are sourced from the district's official publications. Verify with Gateway Regional School District before scheduling around them.
Visual Calendar
Official Calendar Images
Official calendar scans for Gateway Regional School District. Click any page to open the full-size image.
School Calendar
Interactive Calendar
Gateway Regional School District's 2026–2027 academic calendar — holidays, breaks, and key dates.
Month by Month Calendar
About the District
School Information
Details and contact information for Gateway Regional School District GRSD.
Who This Calendar Applies To
Schools Covered by This Calendar
The 2026–2027 Gateway Regional School District academic calendar applies district-wide to all 3 schools.
Elementary Schools2
- Chester Elementary School (PK–5)
- Littleville Elementary School (PK–5)
Combined & Specialized Campuses1
- Gateway Regional High School (6–12)
School list from the Massachusetts public school directory (MassGIS / DESE). Individual schools set their own start and dismissal times, and some may adjust specific dates — confirm with the school before planning around a date.
Sources and Checks
Where these dates come from
How the 2026–2027 Gateway Regional School District calendar on this page was compiled and what to re-check before you rely on it.
- ✓District publication. Dates are taken from the calendar Gateway Regional School District published for 2026–2027, shown as images on this page.
- ✓Official website. Cross-checked against grsd.org.
- ✓Board-approved version is used where the district marks one.
- ✓First and last day match the published calendar.
- ✓Breaks and holidays are listed with their full date ranges.
- ✓Teacher / no-school days are included where the district lists them.
- ✓Changes happen. Districts amend calendars mid-year — confirm with Gateway Regional School District before booking around a date.
Common Questions
Frequently Asked Questions
Gateway Regional School District Calendar 2026–2027 — important dates and answers.
The first day of school for students in Gateway Regional School District is August 31, 2026.
The last day of school for students in Gateway Regional School District is June 11, 2027.
Gateway Regional School District has 180 instructional days in the 2026-2027 school year.
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Other Massachusetts school district calendars — recently added or updated.